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2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone (2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone) 55094-52-5

2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone (2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone) 55094-52-5

CAS No.: 55094-52-5

2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone is an analogue of purine nucleoside. Purine nucleoside analogues have broad-spec
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This product is for research use only, not for human use. We do not sell to patients.

2,3,5-Tri-O-benzyl-D-ribono-1,4-lactone is an analogue of purine nucleoside. Purine nucleoside analogues have broad-spectrum anticancer effect targeting indolent lymphoid malignancies. The anti-cancer mechanism in this process relies on inhibiting DNA synthesis and inducing apoptosis.

Physicochemical Properties


Molecular Formula C26H26O5
Molecular Weight 418.48
Exact Mass 418.178
CAS # 55094-52-5
PubChem CID 11004289
Appearance White to off-white solid powder
Density 1.21±0.1 g/cm3
Boiling Point 576.8±50.0 °C
Melting Point 54-55 °C
LogP 4.299
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 10
Heavy Atom Count 31
Complexity 520
Defined Atom Stereocenter Count 3
SMILES

C1=CC=C(C=C1)COC[C@@H]2[C@H]([C@H](C(=O)O2)OCC3=CC=CC=C3)OCC4=CC=CC=C4

InChi Key LDHBSABBBAUMCZ-UBFVSLLYSA-N
InChi Code

InChI=1S/C26H26O5/c27-26-25(30-18-22-14-8-3-9-15-22)24(29-17-21-12-6-2-7-13-21)23(31-26)19-28-16-20-10-4-1-5-11-20/h1-15,23-25H,16-19H2/t23-,24-,25-/m1/s1
Chemical Name

(3R,4R,5R)-3,4-bis(phenylmethoxy)-5-(phenylmethoxymethyl)oxolan-2-one
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


References

[1]. Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88.


Solubility Data


Solubility (In Vitro) DMSO : 100 mg/mL (238.96 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.5 mg/mL (5.97 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.3896 mL 11.9480 mL 23.8960 mL
5 mM 0.4779 mL 2.3896 mL 4.7792 mL
10 mM 0.2390 mL 1.1948 mL 2.3896 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.